Looking for the best Caribbean Islands? With 7,000 Caribbean Islands to choose from, it can be hard to pick a favorite! Luckily, we’ve saved you the hard work and bring you some of the best. Whether you prefer to hang out in the ocean, by the pool or on a hiking trail, these incredible Caribbean Islands provide the perfect destination for some escapism.
When looking for the ideal Caribbean rental, our luxury Caribbean villas provide the ultimate experience. Pick from beachfront to botanical, private to fully staffed, and everything inbetween.
Seeking some romance? Saint Lucia is an iconic Caribbean Island that attracts many couples and honeymooners. For one, it’s breathtaking sunsets across the Caribbean Sea and dramatic volcanic back drop set the scene for a truly exotic escape. Then there are the truly scenic world-food restaurants, which were made for romance and lasting vacation memories. Savor the time for a stroll along the chalky beaches or rev it up a gear with climbing up the Pitons, zip lining through the Chassin region’s rainforest or a trip to the world’s only drive-in volcano, at Sulphur Springs. You’ll find a holiday of beautiful contrasts here. Music fans will adore Saint Lucia in the springtime, when the island bursts to life in the vibrant buzz of the annual Jazz & Arts Festival.
Our selection of Saint Lucia villas and townhomes paint the perfect scene for your luxury Caribbean break. Exclusive amenities such as gyms, home theaters and private pools combine with the effortless service from dedicated in-house staff, including butlers and chefs. Pet-friendly options are also available for those seeking a pooch perfect getaway.
Turks & Caicos
Into your snorkelling and diving? Home to the largest barrier reef systems in the world, the Turks & Caicos Islands are for you! This beautiful destination is easily one of the best Caribbean Islands to visit. Avid beachgoers will also be able to soak up the world-class Grace Bay, reputed to be one of the top beaches in the Caribbean. Perfectly secluded yet perfectly up-to-date, the Turks & Caicos know how to deliver a luxury vacation along its azure shoreline. Across the 100 islands here, you’ll find three prevailing personalities. From the glamor and luxury resorts of Providenciales (known as ‘Provo’) to the cultural heart of Grand Turk and the more bijou Salt Clay, which acts as the gateway to one of the largest coral reef systems in the world.
When looking where to stay, our luxurious Turks & Caicos villas will hit the right note. From chic beachfront retreats to scenic townhomes, check-in to effortless exclusivity. Many of our distinctive homes are staffed too, enabling you to kick back and enjoy all the comforts of a top hotel, in the privacy of your own luxury villa.
Home to first-class activities and attractions, Barbados has to be one of the best Caribbean Islands to visit. A Caribbean staple, you’ll find beautiful beaches, golf courses and all the tempting trappings of a luxury island vacation here, including duty-free shops, high-end restaurants and exclusive vacation villas. Barbados also offers its own iconic identity, in the form of Calypso music, annual carnivals and its most famous export – Mount Gay Rum. Sample all of these intoxicating delights and make a trip to visit Harrison’s Cave, the local plantation houses and tropical botanical gardens. When you’re not out on the water enjoying the many activities of course!
Whether you’re looking to stay in Gibbes Beach, Sandy Lane or the Sugar Hill resort, our luxury vacation villas in Barbados promise unparalleled choice and luxury. Pick from inclusive-feeling villas with private beaches, run by attentive staff or explore the laid-back charms of Barbadian life, with our serviced beachfront condos with resort amenities. Whatever your luxury vacation expectations, we are here to surpass them.
Into your beaches? Beautiful Antigua is quite literally home to a year’s worth, with 365 in total! Immerse yourself in surfing and water sports at Galley Bay Beach or enjoy the honeymoon beaches and shallow child-friendly beaches. For culture fans, you’ll be able to soak up Antigua’s colonial heritage at Nelson’s Dockyard, the Museum of Antigua and Baruba and Betty’s Hope Historic Sugar Plantation. Families will also adore taking a Rainforest Zipline tour or making a splash at the off-shore inflatable water park.
For those seeking the finer things in life, our Antigua vacation villas paint the scene for an exclusive Caribbean vacation. Providing in-house staff and first-class amenities, our Antigua villas will feel like your very own 5-star resort.
Another great option for scuba divers and snorkellers, the Cayman Islands easily makes it onto our list of the best Caribbean Islands to visit. For starters, the premier dive sites at Bloody Bay Wall, Eden Rock and Devil’s Grotto offer some of the world’s most epic diving spots! Then you’ve got classic Caribbean beaches. Take in the paradise views from Seven Mile beach, or head to the shallow waters of Stingray City – for opportunities to swim with stingrays. You’ll also find plenty of things to see and do in the Cayman Islands out of the water. From soaking up the culture and buzz of George Town to immersing yourself in the annual regattas, festivals and carnivals.
When looking to stay, our luxury Cayman Island villas promise vacation bliss the minute you arrive. Our scenic villas offer private pools, outdoor kitchens, home theaters and much more. Many also offer direct beach access, so you can soak up those sunset beach strolls with ease, cocktail in hand.
For another tantalizing Caribbean vacation, head to Saint Martin. The first-class beaches here need no introduction. Head there for a classic beach day along pristine white shores. Below the surface, both experienced and beginner scuba divers will find a wealth of reefs, sealife, rock formations and ship wrecks to explore. Discover the fascinating cultural differences of this dual-governed island, immerse yourself in the lively nightlife and enjoy fun activities with the family, such as ziplining at the Lotterie Farm treetop adventure park. Once you’ve worked up an appetite, savor the fresh seafood dishes and French-Creole cuisine.
For those looking to switch off, St. Martin is home to a superb selection of luxury vacation villas. Our beautiful range of St. Martin villas and condos provide your perfect Caribbean getaway. Choose from fully-staffed villas with private pools and home-spas to scenic chic condos with hot tubs. We also have pet-friendly options and VIP villas with beach access and tennis courts.
Stay with Top Villas
Whichever Top Villas Caribbean Island you stay on, you’re guaranteed a first-class service. For the ultimate indulgence, select one of many fully staffed villas. You’ll find our Guest Experience team also on hand to help enhance your stay, with a plethora of amazing travel extras.
What’s more, we make payments a breeze. Our new Affirm credit payment option* means you can spread the cost of your vacation rental over a 3, 6 or 12 month period. Simply look out for properties with the Affirm banner.
*Subject to meeting Affirm’s credit criteria. T’s & C’s apply.
Choosing our flex homes
Many of our Caribbean villa rentals also benefit from our new flex cancellation policy. You’ll be free to cancel within the specificed time for any reason, for a full refund. Alternatively, amend your travel dates for free.
To benefit from this extra peace-of-mind, reserve a vacation home with one of the following badges:
- Flex 14 – Cancel for a full refund or amend your dates free of charge, up to 14 days before check in.*
- Flex 30 – Cancel for a full refund or amend dates free of charge, up to 30 days before check in.*
*T’s & C’s apply.